Pet Setting & Drop Ins in Brynwood, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Confirmed Holiday Availability
1. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jazmine was amazing. One of my cats needs medication twice a day, and Jazmine not only had no problem with the fact that this would have to be done, but she ... (more)"

2. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

10 repeat clients

"Maggie & Riley where taken well cared. No accident in the house. Maggie even went outside, thats hard to get. Thank you so much! (more)"

3. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Jenni took such good care of our four legged family members while we were out of town. We enjoyed seeing pictures of Frankie and Libby while out and about f... (more)"

Confirmed Holiday Availability
4. Marijana

Live, Love, Bark

Enderis Park, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

"Marijana was great and our family would for sure use her again. She came over and met our dog Millie before we headed out of town, she got along great with h... (more)"

5. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

5 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

Confirmed Holiday Availability
6. Christa

The ultimate pup paradise!

Mequon, WI, 53097

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christa was very professional, her pre-visit was thorough and she asked all of the right questions to put my mind at ease. She communicated well while takin... (more)"

Confirmed Holiday Availability
7. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

30 repeat clients

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

8. Lindsey

I love dogs.

Grantosa, Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: I have worked with taking care of my own dogs since I was 10. I have 2 of my own 8 and 3.they are my life. I schedule my work around my dogs so the... (more)

Confirmed Holiday Availability
9. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Lon is dog's best friend! He is conscientious and very attentive to my great danes' needs. He is also very flexible with scheduling and availability. I fully... (more)"

10. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marina did Amazing!! She played with Luna for a bit and fed her a little! She took her out to potty and brought her back in! Luna loved her! We will definetl... (more)"

11. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Amari for a few years now and I just want to say what an amazing girl. She’s very hardworking, caring,respectful, and responsible especially when ... (more)"

12. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kylie is one of the best people I know hands down. She is so caring towards both her own dogs and other peoples. I trust her with my pup (Pearl is my baby) b... (more)"

13. Jamika

home full time-large fenced yard

Capitol Heights, Milwaukee, WI, 53216

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have never cared for a dog but I love being around them! They are like my little babies! I have been off work for some time now so I believe this... (more)

14. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

30 repeat clients

"I cannot recommend Melissa enough. She is responsible, organized, deeply caring, and loves to take care of dogs (and cats)! I would absolutely trust any of... (more)"

15. Lori

Dependable & Loving!!!

Mequon, WI, 53092

House Sitting, Drop-In Visits

"Lori is a very loving, patient and responsible person. These qualities make her a perfect candidate for any kind of pet care. She is very easy going, perso... (more)"

16. Tess

Home full-time & love the outdoors!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

"Tessa is a wonderfully caring, passionate, and humble person. She helps care for her parent's Maltese, Sophie, who she is very attentive to. Tess does a fant... (more)"

17. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

3 repeat clients

"Shannon has a big heart for "fur babies" of all types, ages, and sizes. She has prior experience dog sitting and takes the commitment seriously. She is alway... (more)"

18. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

19. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"I have known Sandy for a long period of my life. She is one of the most courageous and caring people I know. Sandy's very determined and will always complete... (more)"

20. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

About: Hello! We are a two child household with lots of dog sitting experience and a love for all dogs. Our children are comfortable and used to being... (more)

In Brynwood, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Brynwood can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Brynwood, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Brynwood, Milwaukee who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Brynwood, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: